ES2280565T3 - Nuevos azoles con efecto insecticida. - Google Patents
Nuevos azoles con efecto insecticida. Download PDFInfo
- Publication number
- ES2280565T3 ES2280565T3 ES02764014T ES02764014T ES2280565T3 ES 2280565 T3 ES2280565 T3 ES 2280565T3 ES 02764014 T ES02764014 T ES 02764014T ES 02764014 T ES02764014 T ES 02764014T ES 2280565 T3 ES2280565 T3 ES 2280565T3
- Authority
- ES
- Spain
- Prior art keywords
- methyl
- compounds
- formula
- alkyl
- represents hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 239000002917 insecticide Substances 0.000 title description 14
- 230000000694 effects Effects 0.000 title description 6
- 150000003851 azoles Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 90
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 44
- 239000001257 hydrogen Substances 0.000 claims abstract description 42
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 7
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 42
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 26
- 239000003153 chemical reaction reagent Substances 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 239000003085 diluting agent Substances 0.000 claims description 23
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 20
- 238000002360 preparation method Methods 0.000 claims description 17
- 239000000460 chlorine Substances 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 241000607479 Yersinia pestis Species 0.000 claims description 14
- 241001465754 Metazoa Species 0.000 claims description 13
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 12
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 12
- 229910052731 fluorine Inorganic materials 0.000 claims description 11
- 150000002431 hydrogen Chemical class 0.000 claims description 11
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 10
- 239000011737 fluorine Substances 0.000 claims description 10
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 238000006396 nitration reaction Methods 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims description 2
- 125000004517 1,2,5-thiadiazolyl group Chemical group 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 2
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 2
- 125000002971 oxazolyl group Chemical group 0.000 claims description 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- -1 6-chloro-3-pyridylmethyl Chemical group 0.000 description 108
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 66
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 36
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- 239000004480 active ingredient Substances 0.000 description 34
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 27
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 239000000047 product Substances 0.000 description 22
- 241000196324 Embryophyta Species 0.000 description 19
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
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- 238000009472 formulation Methods 0.000 description 15
- 239000003921 oil Substances 0.000 description 14
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- 239000011230 binding agent Substances 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
- 239000002023 wood Substances 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
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- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 12
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- 241000238631 Hexapoda Species 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 241000257229 Musca <genus> Species 0.000 description 8
- 239000013543 active substance Substances 0.000 description 8
- 230000003373 anti-fouling effect Effects 0.000 description 8
- 239000000975 dye Substances 0.000 description 8
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- 239000000417 fungicide Substances 0.000 description 8
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 239000000741 silica gel Substances 0.000 description 8
- 229910002027 silica gel Inorganic materials 0.000 description 8
- 239000011877 solvent mixture Substances 0.000 description 8
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- CFHGBZLNZZVTAY-UHFFFAOYSA-N lawesson's reagent Chemical compound C1=CC(OC)=CC=C1P1(=S)SP(=S)(C=2C=CC(OC)=CC=2)S1 CFHGBZLNZZVTAY-UHFFFAOYSA-N 0.000 description 7
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
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- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 6
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
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- 230000009261 transgenic effect Effects 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- YDUBPEZBWPRJJL-UHFFFAOYSA-M tributyl-(4-chloro-2-phenylphenoxy)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)OC1=CC=C(Cl)C=C1C1=CC=CC=C1 YDUBPEZBWPRJJL-UHFFFAOYSA-M 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- PIILXFBHQILWPS-UHFFFAOYSA-N tributyltin Chemical compound CCCC[Sn](CCCC)CCCC PIILXFBHQILWPS-UHFFFAOYSA-N 0.000 description 1
- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- RNVJQUPAEIQUTC-UHFFFAOYSA-N tricyclohexyltin Chemical compound C1CCCCC1[Sn](C1CCCCC1)C1CCCCC1 RNVJQUPAEIQUTC-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 241000701447 unidentified baculovirus Species 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Tropical Medicine & Parasitology (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10119423A DE10119423A1 (de) | 2001-04-20 | 2001-04-20 | Neue insektizid wirkende Azole |
| DE10119423 | 2001-04-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2280565T3 true ES2280565T3 (es) | 2007-09-16 |
Family
ID=7682115
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES02764014T Expired - Lifetime ES2280565T3 (es) | 2001-04-20 | 2002-04-10 | Nuevos azoles con efecto insecticida. |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7417150B2 (https=) |
| EP (1) | EP1383751B1 (https=) |
| JP (3) | JP4516274B2 (https=) |
| KR (2) | KR100879717B1 (https=) |
| CN (2) | CN1312138C (https=) |
| AU (2) | AU2002308133B2 (https=) |
| BR (1) | BR0209430B1 (https=) |
| CA (1) | CA2444592A1 (https=) |
| DE (2) | DE10119423A1 (https=) |
| ES (1) | ES2280565T3 (https=) |
| MX (1) | MXPA03009481A (https=) |
| NO (1) | NO20034664L (https=) |
| NZ (1) | NZ528960A (https=) |
| WO (1) | WO2002085870A1 (https=) |
| ZA (1) | ZA200308086B (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10119423A1 (de) * | 2001-04-20 | 2002-10-24 | Bayer Ag | Neue insektizid wirkende Azole |
| DE102006015468A1 (de) | 2006-03-31 | 2007-10-04 | Bayer Cropscience Ag | Substituierte Enaminocarbonylverbindungen |
| DE102006015470A1 (de) * | 2006-03-31 | 2007-10-04 | Bayer Cropscience Ag | Substituierte Enaminocarbonylverbindungen |
| DE102006015467A1 (de) * | 2006-03-31 | 2007-10-04 | Bayer Cropscience Ag | Substituierte Enaminocarbonylverbindungen |
| DE102006015456A1 (de) * | 2006-03-31 | 2007-10-04 | Bayer Cropscience Ag | Bicyclische Enamino(thio)carbonylverbindungen |
| DE102006046161A1 (de) * | 2006-09-29 | 2008-04-03 | Bayer Cropscience Ag | Neue kristalline Modifikation |
| EP2107058A1 (de) * | 2008-03-31 | 2009-10-07 | Bayer CropScience AG | Substituierte Enaminothiocarbonylverbindungen |
| US8663182B2 (en) * | 2009-06-02 | 2014-03-04 | The Procter & Gamble Company | Disposable absorbent article with absorbent waistcap or waistband and method for making the same |
| EP2493881A1 (de) * | 2009-10-26 | 2012-09-05 | Bayer CropScience AG | Neue feste form von 4-[[(6-chlorpyridin-3-yl)methyl](2,2-difluorethyl)amino]furan-2(5h)-on |
| EP2707373A1 (de) | 2011-05-10 | 2014-03-19 | Bayer Intellectual Property GmbH | Bicyclische (thio)carbonylamidine |
| WO2013150115A1 (en) | 2012-04-05 | 2013-10-10 | Basf Se | N- substituted hetero - bicyclic compounds and derivatives for combating animal pests |
| TWI603962B (zh) | 2016-09-10 | 2017-11-01 | 國立清華大學 | 含硫噁嗪化合物及其合成方法 |
| CN108440519B (zh) * | 2018-04-03 | 2020-10-23 | 青岛科技大学 | 一种噁二唑邻苯乙氧基类化合物与用途 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4098791A (en) * | 1977-07-29 | 1978-07-04 | The Upjohn Company | Process for preparing 3-(cyanimino)-3-amino-propionitriles |
| HU180240B (en) * | 1978-04-21 | 1983-02-28 | Gyogyszerkutato Intezet | Process for producing new,substituted 1,3-diaryl-2-iminoimidasolidines and 2-imino-hexahydro-pyrimidines |
| DE2921683A1 (de) | 1979-05-29 | 1980-12-11 | Basf Ag | Verfahren zur herstellung von 2,4-diiminothiazolidin |
| JPS60233054A (ja) * | 1984-05-02 | 1985-11-19 | Dainippon Pharmaceut Co Ltd | アジリン誘導体およびその製造法 |
| CH663206A5 (de) | 1985-01-16 | 1987-11-30 | Lonza Ag | Verfahren zur herstellung von thiotetronsaeure. |
| DE3681465D1 (https=) * | 1985-02-04 | 1991-10-24 | Nihon Bayer Agrochem K.K., Tokio/Tokyo, Jp | |
| JPH066585B2 (ja) * | 1985-02-04 | 1994-01-26 | 日本バイエルアグロケム株式会社 | ニトロメチレン誘導体、その製法及び殺虫剤 |
| SU1392872A1 (ru) | 1986-01-28 | 1998-04-10 | Иркутский институт органической химии СО АН СССР | 2-имино-4-гидроксиэтиламино-5,5-диметил-2,5-дигидрофуран, обладающий противовоспалительной и анальгетической активностью |
| ATE166051T1 (de) * | 1987-08-01 | 1998-05-15 | Takeda Chemical Industries Ltd | Zwischenprodukte, ihre herstellung und verwendung zur herstellung alpha-ungesättigter amine |
| EP0483055A1 (de) * | 1990-10-05 | 1992-04-29 | Ciba-Geigy Ag | Triazacyclohexanderivate |
| JP3258402B2 (ja) * | 1991-12-16 | 2002-02-18 | 三井化学株式会社 | N−ビニルイミダゾリジン誘導体、その製造法、それを有効成分として含有する殺虫剤および中間体 |
| US5310920A (en) * | 1991-12-16 | 1994-05-10 | Mitsui Toatsu Chemicals, Inc. | N-vinylimidazolidine derivatives insecticides containing same as an effective ingredient |
| EP0702670A1 (de) | 1993-06-07 | 1996-03-27 | Bayer Ag | Iodpropargylcarbamate und ihre verwendung als biozide im pflanzen- und materialschutz |
| JP3871354B2 (ja) * | 1994-07-29 | 2007-01-24 | 株式会社フジモト・コーポレーション | 新規な2−(n−シアノイミノ)チアゾリジン−4−オン誘導体 |
| DE10119423A1 (de) * | 2001-04-20 | 2002-10-24 | Bayer Ag | Neue insektizid wirkende Azole |
| US8046806B2 (en) * | 2002-10-04 | 2011-10-25 | Wall William E | Multiroom point of deployment module |
-
2001
- 2001-04-20 DE DE10119423A patent/DE10119423A1/de not_active Withdrawn
-
2002
- 2002-04-10 CA CA002444592A patent/CA2444592A1/en not_active Abandoned
- 2002-04-10 JP JP2002583397A patent/JP4516274B2/ja not_active Expired - Fee Related
- 2002-04-10 BR BRPI0209430-4B1A patent/BR0209430B1/pt not_active IP Right Cessation
- 2002-04-10 CN CNB2005100740986A patent/CN1312138C/zh not_active Expired - Fee Related
- 2002-04-10 WO PCT/EP2002/003976 patent/WO2002085870A1/de not_active Ceased
- 2002-04-10 EP EP02764014A patent/EP1383751B1/de not_active Expired - Lifetime
- 2002-04-10 DE DE50209287T patent/DE50209287D1/de not_active Expired - Lifetime
- 2002-04-10 CN CNB028084772A patent/CN1250533C/zh not_active Expired - Fee Related
- 2002-04-10 US US10/474,947 patent/US7417150B2/en not_active Expired - Fee Related
- 2002-04-10 MX MXPA03009481A patent/MXPA03009481A/es active IP Right Grant
- 2002-04-10 KR KR1020087007920A patent/KR100879717B1/ko not_active Expired - Fee Related
- 2002-04-10 NZ NZ528960A patent/NZ528960A/en unknown
- 2002-04-10 KR KR1020037012820A patent/KR100845191B1/ko not_active Expired - Fee Related
- 2002-04-10 ES ES02764014T patent/ES2280565T3/es not_active Expired - Lifetime
- 2002-04-10 AU AU2002308133A patent/AU2002308133B2/en not_active Ceased
-
2003
- 2003-10-17 NO NO20034664A patent/NO20034664L/no not_active Application Discontinuation
- 2003-10-17 ZA ZA200308086A patent/ZA200308086B/en unknown
-
2005
- 2005-04-08 JP JP2005111638A patent/JP4403096B2/ja not_active Expired - Fee Related
-
2008
- 2008-07-04 AU AU2008202990A patent/AU2008202990B2/en not_active Ceased
-
2009
- 2009-06-02 JP JP2009132770A patent/JP2009227688A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP1383751A1 (de) | 2004-01-28 |
| DE50209287D1 (de) | 2007-03-08 |
| WO2002085870A1 (de) | 2002-10-31 |
| CN1503788A (zh) | 2004-06-09 |
| CN1312138C (zh) | 2007-04-25 |
| MXPA03009481A (es) | 2004-02-12 |
| EP1383751B1 (de) | 2007-01-17 |
| JP2004532226A (ja) | 2004-10-21 |
| NZ528960A (en) | 2005-03-24 |
| DE10119423A1 (de) | 2002-10-24 |
| CA2444592A1 (en) | 2002-10-31 |
| NO20034664D0 (no) | 2003-10-17 |
| CN1250533C (zh) | 2006-04-12 |
| KR100845191B1 (ko) | 2008-07-10 |
| NO20034664L (no) | 2003-12-10 |
| ZA200308086B (en) | 2004-10-18 |
| CN1690051A (zh) | 2005-11-02 |
| KR100879717B1 (ko) | 2009-01-22 |
| JP4403096B2 (ja) | 2010-01-20 |
| BR0209430A (pt) | 2004-08-03 |
| AU2008202990A1 (en) | 2008-07-31 |
| KR20030090699A (ko) | 2003-11-28 |
| US20050009839A1 (en) | 2005-01-13 |
| US7417150B2 (en) | 2008-08-26 |
| JP2005272472A (ja) | 2005-10-06 |
| JP4516274B2 (ja) | 2010-08-04 |
| BR0209430B1 (pt) | 2013-07-23 |
| AU2008202990B2 (en) | 2012-02-02 |
| AU2002308133B2 (en) | 2008-07-31 |
| JP2009227688A (ja) | 2009-10-08 |
| KR20080032263A (ko) | 2008-04-14 |
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